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Chastity Training Videos — Page 4

The most-viewed chastity training videos this week, hand-picked from across the web and refreshed daily. Everyone shown must be an adult, and the material must be consensual and lawfully published.

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Top Chastity Training videos

  1. I Filmed Myself Squirting Multiple Times With the Dildo 10:51 · 652 views
  2. Sexy Sarah Jessie has an intense workout with her husband's trainer 17:27 · 706 views
  3. Futa Gym Girls Fuck Hard After Workout – AI Made. 3:10 · 629 views
  4. Erik Everhard is prying the tight pussy locks off Chatity Lynn and going ever deeper 22:20 · 578 views
  5. Step Mom caught Step Son with boner while cleaning and helped him cum on her big round ass 9:28 · 553 views
  6. Fairy does your make up then you get fucked °˖✧ (sissification JOI) 9:42 · 711 views
  7. Mi alleno per cavalcarti più forte 6:30 · 517 views
  8. My Step Mom with My Uncle - After Pussy Eaten, She is Riding Him Cowgirl and Reverse Cowgirl 5:51 · 489 views
  9. End of Locktober Surprise: Matriarch Ezada Sinn Tricks Her chattel into a Micro Chastity Device (preview) 0:33 · 512 views
  10. public masturbation in the middle of the street 5:22 · 451 views
  11. One more cock locked, one step closer to a Femdom future! 🔐 0:28 · 451 views
  12. Stepbrother Footjob – He Covered Me in Cum 10:07 · 480 views
  13. Caged Cuckold Aches As Abbie Sykes Rides Tonys Cock 7:30 · 456 views
  14. Testing my new 11 inch thrusting dildo 4:41 · 460 views
  15. Locktober 2026 Day 31: Judgement Day 0:25 · 449 views
  16. ! Suite Ultimate - Window Masters ! Miles got caught right while fucking by the window. 0:48 · 426 views
  17. Me atraparon robando y terminamos follando 14:31 · 511 views
  18. Slut cumming in Denver traffic 17:31 · 487 views
  19. DEEPTHROAT FRENZY LEAVES HENTAICOJP'S THROAT WET AND TIGHT 5:00 · 431 views
  20. Don't Cum, Sissy! 2 - Edging Hero - 26 Futa Sissy Captions Compilation JOI - Futamaxxing 22:02 · 413 views
  21. Entrenando a Amiga en Lencería para Doble Penetración - EXPRMNTL COUPLE - Amateur 7:12 · 363 views
  22. Locktober 2026 Day 28: Fucked, Not Freed 0:25 · 367 views
  23. Addicktion 19:46 · 454 views
  24. Almost got caught giving him a nice footjob in the water 8:43 · 362 views
  25. Sex Tape #181: I hope everybody is enjoying the caption video that Damien is making 🥰 0:41 · 347 views
  26. Almost No Nut November 11:48 · 342 views
  27. Fuck Machine Review: $200 for UNLIMITED BUTT STUFF? 15:27 · 373 views
  28. My Sissy Slave is Forbidden to Cum – He Cums Twice... - Mistress Julia 1:57 · 402 views
  29. ADULT TIME - Horny Blonde MILF Dana DeArmond Gets Caught Fingering Herself By Hung Contractor 16:50 · 553 views
  30. Locktober 2026 Day 26: Why I Locked You Up 0:30 · 322 views